4-Fluorobenzonitrile → N-(4-Cyanophenyl)-4-piperidone propylene ketal

HRID 842784노트

반응식

HRID 842784 반응식
F[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1.[CH2:10]1[O:20][C:14]2([CH2:19][CH2:18][NH:17][CH2:16][CH2:15]2)[O:13][CH:11]1[CH3:12]>ClCCl.C(=O)([O-])[O-].[Na+].[Na+]>[CH2:10]1[O:20][C:14]2([CH2:19][CH2:18][N:17]([C:2]3[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=3)[CH2:16][CH2:15]2)[O:13][CH:11]1[CH3:12]

참가 물질

5

반응물 2

HCID 145174-FluorobenzonitrileHCID 129541174-Piperidone propylene ketal

생성물 1

HCID 57228643N-(4-Cyanophenyl)-4-piperidone propylene ketal

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 10340Sodium Carbonate용매

실험 절차

A mixture of 4-fluorobenzonitrile (1.22 g, 10.0 mmol) and 4-piperidone propylene ketal (2.02 g, 12.85 mmol) was stirred at room temperature overnight. The resulting mixture was diluted with dichloromethane and sodium carbonate solution and the aqueous layer was extracted with two additional portions of dichloromethane. The combined organic extracts were washed with brine and dried over Na2SO4. The solvent was removed in vacuo. PCTLC (SiO2, 6 mm, 10% EtOH-90% CHCl3) afforded the title compound (34).

후처리

  1. extractionthe aqueous layer was extracted with two additional portions of dichloromethane
  2. washThe combined organic extracts were washed with brine
  3. dry with materialdried over Na2SO4
  4. customThe solvent was removed in vacuo

출처 및 근거

ORD 기록
ord-e3f82736699c42a688c96bdd22b6876d
출처 데이터셋
uspto-grants-2002_04
특허 번호
US06376503B1

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